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Biln 2061 synthesis essay - LyC Properties Reseller

BI development team to be inadequate for the large-scale synthesis of BILN 2061 (7).

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The synthesis of BILN 2061, an NS3 protease inhibitor with proven antiviral effect in humans, was accomplished in a convergent manner from four building blocks. The procedure described here was suitable for the preparation of multigram quantities of BILN 2061 for preclinical pharmacological evaluation.

Efficient large-scale synthesis of BILN 2061, a potent …

A multistep scalable synthesis of the clinically important hepatitis C virus (HCV) protease inhibitor BILN 2061 (1) is described. The synthesis is highly convergent and consists of two amide bond formations, one etherification, and one ring-closing metathesis (RCM) step, using readily available building blocks 25. The optimization of each step is described at length. The main focus of the paper is the study of the RCM step and the description of the main problems faced when scaling up to pilot scale this highly powerful but very challenging synthetic operation. Eventually, the RCM reaction was smoothly scaled up to produce >400 kg of cyclized product.

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Biln 2061 synthesis essay - Blue Sky Strategic Services

The synthesis of BILN 2061, an NS3 protease inhibitor with proven antiviral effect in humans, was accomplished in a convergent manner from four building blocks. The procedure described here was suitable for the preparation of multigram quantities of BILN 2061 for preclinical pharmacological evaluation.

The most recent in a series of papers on the synthesis of BILN 2061 was published earlier this year in OPR&D. This paper and the references therein go into all the gory details of how they optimized the key ring closing metathesis (RCM) reaction. And it wasn’t easy. I won’t get into the nitty-gritty here, but when the dust settled, the BI chemists had developed a process that used only 0.1 mol% catalyst and was run fairly concentrated (0.2 M).

Process Synthesis of BILN 2061 Total Synthesis of Asteltoxin

RCM Macrocyclization Made Practical: An Efficient Synthesis of HCV Protease Inhibitor BILN 2061

A new procedure for the practical synthesis of ()-2-(cyclopentyloxycarbonyl)amino-8-nonenoic acid, a key building block for BILN 2061, an HCV NS3 protease inhibitor, has been developed. The key step features a kinetic resolution of racemic 2-acetylamino-8-nonenoic acid with acylase I. In addition, the undesired ()-2-acetylamino-8-nonenoic acid was recycled after racemization. The procedure was implemented for the production of ()-2-(cyclopentyloxycarbonyl)amino-8-nonenoic acid on pilot-plant scale.

Efficient large-scale synthesis of BILN 2061…
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